Operator-Led · Founder-Owned · Built for Scale

America's Premier
Vacation Rental
Collective

Stayd Collective unites eight of the country's most respected vacation rental companies — combining deep local expertise with enterprise-grade resources, proprietary technology, and the collective power of premier operators.

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2,500+

Units Under Management

Founding Brands

10+

Destinations

4.8★

Average Guest Rating

2,500+

Units Under Management

Our Story

A New Model for Vacation Rental Management

Stayd was built by operators, for operators. We believe the best local vacation rental companies deserve institutional-grade resources without sacrificing what makes them great — their brand, their people, and their community roots.

Our eight founding brands collectively manage over 2,500 units across ten-plus destinations. Together, they share the infrastructure, talent, and technology that each individually would spend years and millions building alone.

Access to C-suite executive talent across every discipline
Proprietary technology built specifically for how we operate
Knowledge sharing across eight premier brands and every market
Enterprise back-office: HR, finance, marketing, and analytics
Improved EBITDA through shared procurement and collective scale

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The Stayd Advantage

What Every Brand Gets by Being Part of the Collective

Eight independent companies. One shared infrastructure. The result is a level of operational capability that no solo operator — regardless of size — can replicate.

C-Suite Leadership Access

Every brand in the collective draws on experienced executive talent across operations, finance, marketing, and technology — a leadership bench no independent operator could afford to build alone.

Improved EBITDA

Shared procurement, centralized back-office functions, and collective pricing power translate directly into stronger margins. The scale of the collective benefits every unit in the portfolio.

Knowledge Across Premier Brands

What works in Hilton Head gets applied in the Smokies. What's learned in Myrtle Beach sharpens operations in Colorado. Eight brands sharing real-world intelligence in real time.

Custom Technology

StaydOS — our proprietary operating system — gives every brand centralized data, real-time portfolio visibility, and tools built specifically for how premium vacation rental operators work.

Collective Services

Centralized Infrastructure. Local Freedom.

Stayd provides centralized enterprise infrastructure across every brand — so each team can focus entirely on what they do best: creating exceptional guest experiences in their market.

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HR & Payroll

Streamlined hiring, onboarding, benefits administration, and payroll processing across every market, enterprise-grade people ops for your whole team.

Benefits Admin Onboarding Compliance Payroll

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Marketing & Growth

Collective-scale digital marketing, SEO, SEM, social media, email, and OTA optimization, driving owner acquisition and direct bookings across all markets.

SEO / SEM Social Email OTA Optimization

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Finance & Accounting

Clean, auditable financials built to institutional standards. Consolidated reporting, owner statements, and strategic financial planning across the portfolio.

Bookkeeping Owner Statements Reporting Tax Strategy

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Technology & Revenue Management

Enterprise PMS, dynamic pricing, channel management, and real-time analytics, the technology stack that would cost millions to assemble independently.

Dynamic Pricing PMS Analytics Channel Mgmt

Founding Members

Our Brands

Eight of the most respected independent vacation rental operators in the country, united under one collective, each retaining the local identity their guests love.

Space Coast, FL

Premier vacation rental management on Florida's Space Coast, where beach life meets rocket launches and endless sunshine.

Northeast Florida

Boutique vacation rental management serving Jacksonville Beach, Atlantic Beach, and Northeast Florida's stunning Atlantic coastline.

Kissimmee, FL

Florida vacation homes near Disney World and beyond, more comfort, more space, more ease near the world's most visited destination.

Myrtle Beach, SC

The fastest-growing vacation rental manager on the Grand Strand, oceanfront condos to spacious beach houses along the Carolina coast.

Hilton Head Island, SC

Hilton Head Island vacation reimagined, locally owned, boutique service setting the standard for premium guest experiences on the island.

Texas Hill Country

It's a vacation home, but better, local Texas experts delivering warmth, personalized care, and world-class service in the Hill Country.

Colorado Springs, CO

Premium Airbnb and vacation rental management in Colorado Springs and Florida's Gulf Coast, rated 4.8 stars by nearly 11,000 guests.

Smoky Mountains, TN

Smoky Mountain cabin specialists in Gatlinburg and Pigeon Forge, delivering genuine refuge and rest in Tennessee's most iconic destination.

Where We Operate

Space Coast, FL

Northeast Florida

Kissimmee / Disney, FL

Tampa / Gulf Coast, FL

Myrtle Beach, SC

Hilton Head Island, SC

Texas Hill Country

Gulf Coast Texas

Colorado Springs, CO

Smoky Mountains, TN

Sarasota / Gulf Coast, FL

Knoxville, TN

Proprietary Technology

We Own Our
Own Data.

StaydOS is our proprietary operating system — built to pull data across every software tool we use into one place we control completely. No gaps, no black boxes, one unified picture of the portfolio.

We've also built solutions to problems the off-the-shelf software market simply hasn't solved. Decades of collective operator experience went into StaydOS, and that institutional knowledge compounds with every unit we add.

StaydOS · Built by operators, for operators

Aggregated Across Every Tool

StaydOS ingests data from across our entire software stack — PMS, channel managers, pricing tools, guest comms — centralizing it into one system we own outright.

Decades of Operator Intelligence

Built on the cumulative knowledge of operators who've run thousands of rentals across every market cycle. The kind of insight no off-the-shelf product has ever been trained on.

Solving the Unsolvable

We've built features and workflows that no third-party software offers — because we hit the wall, needed a solution, and built it ourselves rather than waiting for a vendor to catch up.

A Moat That Compounds

Every unit added makes the system smarter. Unlike licensed tools that any competitor can buy, StaydOS is built from experience that can't be replicated or taken away.

"We grew from zero to over 300 units in three years. Being part of the Collective gives us the infrastructure, talent, and technology to keep growing — while keeping the brand and culture our guests fell in love with."

JJ Beachside VR · Founding Member, Space Coast Florida

For Institutional Partners

The Asset Class Built for Scale

Stayd offers institutional investors a uniquely structured entry point into the fragmented short-term rental market, clean financials, vetted operators, and diversified geographic exposure.

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Institutional Financials

Auditable books, standardized reporting, and consolidated P&L across every market in the portfolio.

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Vetted Operators

Every founding brand passed rigorous operational and financial diligence before joining the collective.

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Geographic Diversification

Portfolio exposure across Florida, the Carolinas, and Texas meaningfully reduces concentration risk.

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Proprietary Tech: StaydOS

Our homegrown OS pulls data from every tool we use into one system we control — plus proprietary solutions built for problems no software vendor has solved. Real-time visibility across 2,500+ units.

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Curious About
Stayd?

Whether you're an investor exploring the short-term rental space, an industry professional, or someone who just wants to learn more about what we're building — we'd love to connect.

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America's PremierVacation RentalCollective